4-(diethoxyphosphoryl)benzoic acid

• ChemBase ID: 74910
• Molecular Formular: C11H15O5P
• Molecular Mass: 258.207561
• Monoisotopic Mass: 258.06571021
• SMILES: P(=O)(c1ccc(cc1)C(=O)O)(OCC)OCC
• Canonical SMILES: CCOP(=O)(c1ccc(cc1)C(=O)O)OCC
• InChI: InChI=1S/C11H15O5P/c1-3-15-17(14,16-4-2)10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3,(H,12,13)
• InChIKey: RJRFVLZYAYSKHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(diethoxyphosphoryl)benzoic acid
• IUPAC Traditional name: 4-(diethoxyphosphoryl)benzoic acid
• Synonyms: Diethyl 4-carboxyphenylphosphonate; p-Phosphonobenzoic Acid P,P-Diethyl Ester; Diethyl 4-Carboxyphenylphosphonate; 4-(Diethoxyphosphinyl)benzoic Acid

Database IDs

• CAS Number: 1527-34-0
• MDL Number: MFCD01872486
• PubChem SID: 162039828
• PubChem CID: 2773688

CALCULATED PROPERTIES

• Acid pKa: 3.5381937
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.17678975
• LogD (pH = 7.4): -1.3259921
• Log P: 2.1351
• Molar Refractivity: 62.9644 cm^3
• Polarizability: 24.748814 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - D441960

4-(Diethoxyphosphinyl)benzoic Acid is used as an analytical reagent used for enhanced chromatographic resolution of alcohol enantiomers as phosphonate derivatives.

REFERENCES

• Leblanc, Y. et al.: Tetrahed. Assym., 12, 3063 (2001)